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Chester, VA 55+ active adult communities & homes for sale
Living in Chester
Retirees seeking a town in Eastern Virginia that features plenty of things to do will want to explore what Chester has to offer. The town offers serene natural areas, a living…
Retirees seeking a town in Eastern Virginia that features plenty of things to do will want to explore what Chester has to offer. The town offers serene natural areas, a living history museum, and a number of shops and restaurants. In addition, Chester is just a 20 minute drive from downtown Richmond, perfect for active adults who desire convenient access to city life.
Climate & Geography
The climate in Chester is classified as humid subtropical. Winters in Chester are more mild, with lows dropping down to the high 20s, and summers are hot and humid, with highs reaching the low 90s. As a result, Chester receives more rainfall than average and significantly less snowfall. The rainiest months in Chester are July through September.
Recreation, Culture & Entertainment
A popular destination in Chester, Henricus Historical Park is a living history museum that allows visitors to experience what the Chester area was like in the 1600s. In addition, the park hosts several historic events throughout the year.
Surrounding Henricus Historical Park is the Dutch Gap Conservation Area. The vast forested area offers activities like hiking, biking, kayaking, and fishing to retirees. Another destination for nature lovers in Chester is Point of Rocks. The park offers walking trails that provide residents with a serene space to enjoy the outdoors.
Several shopping and dining opportunities are offered to Chester residents down Jefferson Davis Highway. Downtown Richmond is also a short drive away, making it easy for active adults to enjoy vibrant city life at their leisure.
Cost of Living & Taxes
The overall cost of living in Chester is below the state and national averages. Grocery, health care, and transportation costs in Chester are all lower than average, while utility and housing costs are slightly above average.
Sales tax in Chester is lower than average, at 5.3 percent, and Social Security is not taxed in Virginia. Income tax can range from 2 percent to 5.75 percent.
Health Care
While there are no hospitals in Chester, nearby Hopewell offers John Randolph Medical Center. VCU Medical Center, located in Richmond, is ranked the No. 5 hospital in Virginia by U.S. News. The hospital is rated as high performing in four specialties and four procedures and conditions.
Frequently Asked Questions
In Chester, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Chester has 48 homes, the largest has 201 homes, and the average communities consists of 141 homes.
Yes, there are new 55+ homes available in Chester. The most recent communities started in Chester include Twin Rivers at Meadowville Landing, The Villas at Iron Mill, Magnolia Lakes. There are also 2 communities in Chester that offer new construction homes, including Twin Rivers at Meadowville Landing, The Villas at Iron Mill.
No, there are no gated 55+ communities in Chester.
On average, listings in 55+ communities in Chester stay on the market for around 330 days. The average price of homes for sale in these communities is approximately $455,648, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Twin Rivers at Meadowville Landing average around $519,000, while homes in The Villas at Iron Mill average around $464,975.
12 communities near Chester
20 homes near Chester
Relevance
2 beds
|2 baths
|1,416 sq ft
|House
3 beds
|3 baths
|2,154 sq ft
|Townhouse
2 beds
|2 baths
|2,152 sq ft
|House
3 beds
|3 baths
|2,996 sq ft
|House
2 beds
|2 baths
|1,568 sq ft
|Townhouse
2 beds
|2 baths
|1,576 sq ft
|House
5 beds
|5 baths
|4,513 sq ft
|House
2 beds
|2 baths
|1,967 sq ft
|House
4 beds
|4 baths
|4,077 sq ft
|House
2 beds
|2 baths
|1,406 sq ft
|House
2 beds
|2 baths
|1,576 sq ft
|House
5 beds
|3 baths
|3,028 sq ft
|House
4 beds
|3 baths
|3,266 sq ft
|House
4 beds
|4 baths
|3,156 sq ft
|House
3 beds
|3 baths
|2,184 sq ft
|Townhouse
2 beds
|2 baths
|1,673 sq ft
|Townhouse
3 beds
|2 baths
|1,955 sq ft
|Townhouse
3 beds
|2 baths
|1,840 sq ft
|Townhouse
3 beds
|2 baths
|1,730 sq ft
|Townhouse
Frequently Asked Questions
In Chester, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Chester has 48 homes, the largest has 201 homes, and the average communities consists of 141 homes.
Yes, there are new 55+ homes available in Chester. The most recent communities started in Chester include Twin Rivers at Meadowville Landing, The Villas at Iron Mill, Magnolia Lakes. There are also 2 communities in Chester that offer new construction homes, including Twin Rivers at Meadowville Landing, The Villas at Iron Mill.
No, there are no gated 55+ communities in Chester.
On average, listings in 55+ communities in Chester stay on the market for around 330 days. The average price of homes for sale in these communities is approximately $455,648, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Twin Rivers at Meadowville Landing average around $519,000, while homes in The Villas at Iron Mill average around $464,975.
Richmond Area 55+ Housing Market Trends
Number of Listings
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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
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REIN updates its listings on a daily basis. Data last updated: Oct 08, 2026.
This application does not include information on all of the properties available for sale at this time.
